He competed for Simeon Career Academy in his hometown of Chicago, where he was a three-star recruit and one of the top high school players in Illinois from his freshman year.

Despite being sidelined and hospitalized with mental health issues in multiple seasons at Simeon, he continued drawing interest from Chicago State, eventually committing to play for them at the NCAA Division I level.

In the 2014–15 season, Brown became the first freshman to play for Simeon Career Academy under head coach Robert Smith other than Jabari Parker.

[1] Before the season, Simeon was ranked 13th in the nation by basketball website MaxPreps, and Smith praised Brown: "He's a true point guard and does the dirty work.

[4][6] However, he began playing again in the following spring, starring on the Mac Irvin Fire Amateur Athletic Union (AAU) team.

[4][7] In his junior year, Brown assumed a leading role for Simeon, scoring 26 points in a city title game win over Morgan Park High School.

[10] He was encouraged to make the decision after Tracy Dildy, who was fired by Chicago State after Brown committed, became head coach of the Ballers.

On September 9, 2018, Brown reportedly signed with the Illinois Bulldogs of the American Basketball Association (ABA), a semi-professional league in the United States.